# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 # Attachment 'au3cuCN_last_corr.cif' data_ag3cu_150 _database_code_depnum_ccdc_archive 'CCDC 786915' #TrackingRef 'au3cuCN_last_corr.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C64 H43 Au3 B Cu F4 N3 P3' _chemical_formula_weight 1688.17 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Au Au -2.0133 8.8022 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Trigonal _symmetry_space_group_name_H-M R3 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' 'x+2/3, y+1/3, z+1/3' '-y+2/3, x-y+1/3, z+1/3' '-x+y+2/3, -x+1/3, z+1/3' 'x+1/3, y+2/3, z+2/3' '-y+1/3, x-y+2/3, z+2/3' '-x+y+1/3, -x+2/3, z+2/3' _cell_length_a 16.9942(7) _cell_length_b 16.9942(7) _cell_length_c 16.6654(11) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 4168.2(4) _cell_formula_units_Z 3 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 7128 _cell_measurement_theta_min 2.40 _cell_measurement_theta_max 29.21 _exptl_crystal_description prism _exptl_crystal_colour yellow-green _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.018 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2400 _exptl_absorpt_coefficient_mu 8.417 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.2659 _exptl_absorpt_correction_T_max 0.3236 _exptl_absorpt_process_details 'SADABS; Bruker, 2007' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 18620 _diffrn_reflns_av_R_equivalents 0.0355 _diffrn_reflns_av_sigmaI/netI 0.0423 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.85 _diffrn_reflns_theta_max 29.99 _reflns_number_total 5424 _reflns_number_gt 4868 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0188P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.019(5) _refine_ls_number_reflns 5424 _refine_ls_number_parameters 238 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0292 _refine_ls_R_factor_gt 0.0231 _refine_ls_wR_factor_ref 0.0427 _refine_ls_wR_factor_gt 0.0416 _refine_ls_goodness_of_fit_ref 0.900 _refine_ls_restrained_S_all 0.900 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Au1 Au 0.638809(10) 0.213946(10) 0.182130(10) 0.02664(4) Uani 1 1 d . . . Cu1 Cu 0.6667 0.3333 0.04341(5) 0.0316(2) Uani 1 3 d S . . P1 P 0.60355(7) 0.21444(7) 0.31438(6) 0.0229(2) Uani 1 1 d . . . C1 C 0.6667 0.3333 0.3549(4) 0.0213(13) Uani 1 3 d S . . H1 H 0.6667 0.3333 0.4137 0.026 Uiso 1 3 calc SR . . C2 C 0.6737(3) 0.2141(3) 0.0665(3) 0.0331(10) Uani 1 1 d . . . C3 C 0.7002(3) 0.2207(3) -0.0017(3) 0.0312(10) Uani 1 1 d . . . C4 C 0.7354(3) 0.2202(3) -0.0802(2) 0.0285(9) Uani 1 1 d . . . C5 C 0.8234(3) 0.2369(3) -0.0885(3) 0.0383(11) Uani 1 1 d . . . H5 H 0.8609 0.2519 -0.0437 0.046 Uiso 1 1 calc R . . C6 C 0.8563(3) 0.2313(3) -0.1643(3) 0.0407(11) Uani 1 1 d . . . H6 H 0.9144 0.2394 -0.1692 0.049 Uiso 1 1 calc R . . C7 C 0.8031(3) 0.2138(3) -0.2308(3) 0.0339(11) Uani 1 1 d . . . C8 C 0.7163(3) 0.2003(3) -0.2232(3) 0.0406(11) Uani 1 1 d . . . H8 H 0.6806 0.1897 -0.2686 0.049 Uiso 1 1 calc R . . C9 C 0.6815(3) 0.2025(3) -0.1474(3) 0.0393(11) Uani 1 1 d . . . H9 H 0.6225 0.1921 -0.1424 0.047 Uiso 1 1 calc R . . C10 C 0.8365(4) 0.2071(3) -0.3086(3) 0.0438(12) Uani 1 1 d . . . C11 C 0.6306(3) 0.1439(3) 0.3778(3) 0.0245(9) Uani 1 1 d . . . C12 C 0.6397(3) 0.0766(3) 0.3404(3) 0.0328(10) Uani 1 1 d . . . H12 H 0.6368 0.0721 0.2847 0.039 Uiso 1 1 calc R . . C13 C 0.6530(3) 0.0166(3) 0.3847(3) 0.0418(12) Uani 1 1 d . . . H13 H 0.6578 -0.0295 0.3592 0.050 Uiso 1 1 calc R . . C14 C 0.6592(4) 0.0243(4) 0.4669(3) 0.0470(14) Uani 1 1 d . . . H14 H 0.6684 -0.0166 0.4969 0.056 Uiso 1 1 calc R . . C15 C 0.6520(3) 0.0911(3) 0.5045(3) 0.0437(12) Uani 1 1 d . . . H15 H 0.6579 0.0966 0.5600 0.052 Uiso 1 1 calc R . . C16 C 0.6359(3) 0.1516(3) 0.4610(3) 0.0337(10) Uani 1 1 d . . . H16 H 0.6289 0.1961 0.4870 0.040 Uiso 1 1 calc R . . C17 C 0.4832(3) 0.1712(3) 0.3313(2) 0.0259(8) Uani 1 1 d . . . C18 C 0.4257(3) 0.1487(3) 0.2654(3) 0.0293(9) Uani 1 1 d . . . H18 H 0.4499 0.1588 0.2139 0.035 Uiso 1 1 calc R . . C19 C 0.3332(3) 0.1114(3) 0.2758(3) 0.0363(11) Uani 1 1 d . . . H19 H 0.2947 0.0951 0.2316 0.044 Uiso 1 1 calc R . . C20 C 0.2989(3) 0.0988(3) 0.3530(3) 0.0406(12) Uani 1 1 d . . . H20 H 0.2368 0.0746 0.3604 0.049 Uiso 1 1 calc R . . C21 C 0.3542(3) 0.1211(3) 0.4184(3) 0.0367(11) Uani 1 1 d . . . H21 H 0.3299 0.1125 0.4698 0.044 Uiso 1 1 calc R . . C22 C 0.4459(3) 0.1565(3) 0.4081(3) 0.0303(9) Uani 1 1 d . . . H22 H 0.4835 0.1707 0.4527 0.036 Uiso 1 1 calc R . . N1 N 0.8623(3) 0.1985(3) -0.3705(3) 0.0559(14) Uani 1 1 d . . . B1 B 0.6667 0.3333 0.6236(5) 0.0313(18) Uani 1 3 d S . . F1 F 0.6667 0.3333 0.5393(5) 0.124(3) Uani 1 3 d S . . F2 F 0.6513(4) 0.4012(3) 0.6384(4) 0.1225(19) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Au1 0.03141(9) 0.02738(9) 0.02150(6) -0.00238(7) -0.00028(7) 0.01498(8) Cu1 0.0341(3) 0.0341(3) 0.0267(5) 0.000 0.000 0.01703(15) P1 0.0239(5) 0.0219(5) 0.0214(5) -0.0011(4) -0.0013(4) 0.0104(4) C1 0.0215(19) 0.0215(19) 0.021(3) 0.000 0.000 0.0107(10) C2 0.037(3) 0.031(2) 0.035(3) -0.0046(19) -0.003(2) 0.019(2) C3 0.037(3) 0.028(2) 0.029(2) 0.0002(18) 0.003(2) 0.017(2) C4 0.037(2) 0.024(2) 0.023(2) 0.0001(16) 0.0008(18) 0.0144(19) C5 0.039(3) 0.048(3) 0.027(2) 0.000(2) -0.002(2) 0.021(2) C6 0.036(3) 0.049(3) 0.035(3) 0.000(2) 0.003(2) 0.018(2) C7 0.045(3) 0.024(2) 0.026(2) 0.0031(17) 0.004(2) 0.012(2) C8 0.056(3) 0.062(3) 0.017(2) -0.004(2) -0.008(2) 0.040(3) C9 0.045(3) 0.047(3) 0.033(3) -0.004(2) -0.005(2) 0.029(2) C10 0.054(3) 0.033(3) 0.035(3) -0.002(2) 0.007(2) 0.014(2) C11 0.022(2) 0.0189(19) 0.030(2) 0.0042(16) 0.0034(17) 0.0087(17) C12 0.030(2) 0.030(2) 0.036(2) 0.0028(19) 0.0051(18) 0.0141(19) C13 0.043(3) 0.035(3) 0.056(3) 0.010(2) 0.008(2) 0.026(2) C14 0.048(3) 0.054(3) 0.055(3) 0.036(3) 0.025(3) 0.038(3) C15 0.039(3) 0.062(3) 0.036(3) 0.023(2) 0.011(2) 0.029(3) C16 0.034(2) 0.041(3) 0.031(2) 0.005(2) 0.0063(19) 0.023(2) C17 0.0227(19) 0.0183(19) 0.033(2) -0.0027(16) 0.0009(17) 0.0078(16) C18 0.032(2) 0.026(2) 0.031(2) -0.0032(18) -0.0065(18) 0.0152(19) C19 0.031(2) 0.028(2) 0.049(3) -0.007(2) -0.015(2) 0.014(2) C20 0.025(2) 0.025(2) 0.068(4) -0.004(2) 0.003(2) 0.0094(19) C21 0.030(2) 0.034(2) 0.043(3) 0.005(2) 0.008(2) 0.013(2) C22 0.034(2) 0.024(2) 0.032(2) 0.0022(17) 0.0050(18) 0.0132(18) N1 0.063(3) 0.048(3) 0.038(3) -0.001(2) 0.012(2) 0.013(2) B1 0.033(3) 0.033(3) 0.028(4) 0.000 0.000 0.0164(14) F1 0.153(5) 0.153(5) 0.065(5) 0.000 0.000 0.076(2) F2 0.113(4) 0.086(3) 0.194(6) -0.051(4) -0.030(4) 0.069(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Au1 C2 2.016(5) . ? Au1 P1 2.2851(11) . ? Au1 Cu1 2.9538(7) . ? Au1 Au1 3.1843(3) 2_655 ? Au1 Au1 3.1843(3) 3_665 ? Cu1 C2 2.123(4) . ? Cu1 C2 2.123(4) 2_655 ? Cu1 C2 2.123(4) 3_665 ? Cu1 C3 2.376(4) . ? Cu1 C3 2.376(4) 2_655 ? Cu1 C3 2.376(4) 3_665 ? Cu1 Au1 2.9537(7) 2_655 ? Cu1 Au1 2.9537(7) 3_665 ? P1 C17 1.817(4) . ? P1 C11 1.821(4) . ? P1 C1 1.876(3) . ? C1 P1 1.876(3) 2_655 ? C1 P1 1.876(3) 3_665 ? C1 H1 0.9800 . ? C2 C3 1.207(6) . ? C3 C4 1.440(6) . ? C4 C9 1.381(6) . ? C4 C5 1.384(6) . ? C5 C6 1.404(6) . ? C5 H5 0.9300 . ? C6 C7 1.367(7) . ? C6 H6 0.9300 . ? C7 C8 1.381(7) . ? C7 C10 1.442(7) . ? C8 C9 1.403(6) . ? C8 H8 0.9300 . ? C9 H9 0.9300 . ? C10 N1 1.159(6) . ? C11 C12 1.377(6) . ? C11 C16 1.392(6) . ? C12 C13 1.367(6) . ? C12 H12 0.9300 . ? C13 C14 1.375(8) . ? C13 H13 0.9300 . ? C14 C15 1.354(7) . ? C14 H14 0.9300 . ? C15 C16 1.392(6) . ? C15 H15 0.9300 . ? C16 H16 0.9300 . ? C17 C18 1.390(6) . ? C17 C22 1.393(6) . ? C18 C19 1.381(6) . ? C18 H18 0.9300 . ? C19 C20 1.384(7) . ? C19 H19 0.9300 . ? C20 C21 1.364(7) . ? C20 H20 0.9300 . ? C21 C22 1.372(6) . ? C21 H21 0.9300 . ? C22 H22 0.9300 . ? B1 F2 1.327(4) 3_665 ? B1 F2 1.327(4) 2_655 ? B1 F2 1.327(4) . ? B1 F1 1.405(11) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 Au1 P1 178.25(14) . . ? C2 Au1 Cu1 45.94(12) . . ? P1 Au1 Cu1 134.80(3) . . ? C2 Au1 Au1 86.18(12) . 2_655 ? P1 Au1 Au1 93.20(3) . 2_655 ? Cu1 Au1 Au1 57.382(9) . 2_655 ? C2 Au1 Au1 102.35(12) . 3_665 ? P1 Au1 Au1 78.72(3) . 3_665 ? Cu1 Au1 Au1 57.382(9) . 3_665 ? Au1 Au1 Au1 60.0 2_655 3_665 ? C2 Cu1 C2 116.80(8) . 2_655 ? C2 Cu1 C2 116.79(8) . 3_665 ? C2 Cu1 C2 116.79(8) 2_655 3_665 ? C2 Cu1 C3 30.45(16) . . ? C2 Cu1 C3 112.28(17) 2_655 . ? C2 Cu1 C3 130.90(17) 3_665 . ? C2 Cu1 C3 130.90(17) . 2_655 ? C2 Cu1 C3 30.46(16) 2_655 2_655 ? C2 Cu1 C3 112.28(17) 3_665 2_655 ? C3 Cu1 C3 110.49(11) . 2_655 ? C2 Cu1 C3 112.28(17) . 3_665 ? C2 Cu1 C3 130.90(17) 2_655 3_665 ? C2 Cu1 C3 30.46(16) 3_665 3_665 ? C3 Cu1 C3 110.49(11) . 3_665 ? C3 Cu1 C3 110.48(11) 2_655 3_665 ? C2 Cu1 Au1 43.03(13) . . ? C2 Cu1 Au1 107.24(13) 2_655 . ? C2 Cu1 Au1 90.54(12) 3_665 . ? C3 Cu1 Au1 73.42(11) . . ? C3 Cu1 Au1 137.25(11) 2_655 . ? C3 Cu1 Au1 107.07(11) 3_665 . ? C2 Cu1 Au1 90.54(12) . 2_655 ? C2 Cu1 Au1 43.03(13) 2_655 2_655 ? C2 Cu1 Au1 107.24(13) 3_665 2_655 ? C3 Cu1 Au1 107.07(11) . 2_655 ? C3 Cu1 Au1 73.43(11) 2_655 2_655 ? C3 Cu1 Au1 137.25(11) 3_665 2_655 ? Au1 Cu1 Au1 65.235(18) . 2_655 ? C2 Cu1 Au1 107.24(13) . 3_665 ? C2 Cu1 Au1 90.53(12) 2_655 3_665 ? C2 Cu1 Au1 43.03(13) 3_665 3_665 ? C3 Cu1 Au1 137.25(11) . 3_665 ? C3 Cu1 Au1 107.07(11) 2_655 3_665 ? C3 Cu1 Au1 73.42(11) 3_665 3_665 ? Au1 Cu1 Au1 65.236(18) . 3_665 ? Au1 Cu1 Au1 65.235(18) 2_655 3_665 ? C17 P1 C11 104.31(18) . . ? C17 P1 C1 107.53(14) . . ? C11 P1 C1 107.7(2) . . ? C17 P1 Au1 113.13(14) . . ? C11 P1 Au1 113.86(14) . . ? C1 P1 Au1 109.94(19) . . ? P1 C1 P1 107.8(2) . 2_655 ? P1 C1 P1 107.8(2) . 3_665 ? P1 C1 P1 107.8(2) 2_655 3_665 ? P1 C1 H1 111.1 . . ? P1 C1 H1 111.1 2_655 . ? P1 C1 H1 111.1 3_665 . ? C3 C2 Au1 175.0(4) . . ? C3 C2 Cu1 86.5(3) . . ? Au1 C2 Cu1 91.03(18) . . ? C2 C3 C4 172.7(5) . . ? C2 C3 Cu1 63.1(3) . . ? C4 C3 Cu1 124.0(3) . . ? C9 C4 C5 119.7(4) . . ? C9 C4 C3 120.4(4) . . ? C5 C4 C3 119.9(4) . . ? C4 C5 C6 120.2(4) . . ? C4 C5 H5 119.9 . . ? C6 C5 H5 119.9 . . ? C7 C6 C5 120.1(5) . . ? C7 C6 H6 120.0 . . ? C5 C6 H6 120.0 . . ? C6 C7 C8 119.9(4) . . ? C6 C7 C10 120.1(5) . . ? C8 C7 C10 120.0(4) . . ? C7 C8 C9 120.5(4) . . ? C7 C8 H8 119.7 . . ? C9 C8 H8 119.7 . . ? C4 C9 C8 119.6(4) . . ? C4 C9 H9 120.2 . . ? C8 C9 H9 120.2 . . ? N1 C10 C7 177.5(5) . . ? C12 C11 C16 120.0(4) . . ? C12 C11 P1 117.0(3) . . ? C16 C11 P1 122.9(3) . . ? C13 C12 C11 120.3(5) . . ? C13 C12 H12 119.9 . . ? C11 C12 H12 119.9 . . ? C12 C13 C14 120.0(5) . . ? C12 C13 H13 120.0 . . ? C14 C13 H13 120.0 . . ? C15 C14 C13 120.4(4) . . ? C15 C14 H14 119.8 . . ? C13 C14 H14 119.8 . . ? C14 C15 C16 120.8(5) . . ? C14 C15 H15 119.6 . . ? C16 C15 H15 119.6 . . ? C11 C16 C15 118.5(4) . . ? C11 C16 H16 120.8 . . ? C15 C16 H16 120.8 . . ? C18 C17 C22 118.8(4) . . ? C18 C17 P1 118.8(3) . . ? C22 C17 P1 122.3(3) . . ? C19 C18 C17 120.6(4) . . ? C19 C18 H18 119.7 . . ? C17 C18 H18 119.7 . . ? C18 C19 C20 118.8(4) . . ? C18 C19 H19 120.6 . . ? C20 C19 H19 120.6 . . ? C21 C20 C19 121.5(4) . . ? C21 C20 H20 119.3 . . ? C19 C20 H20 119.3 . . ? C20 C21 C22 119.7(5) . . ? C20 C21 H21 120.2 . . ? C22 C21 H21 120.2 . . ? C21 C22 C17 120.6(4) . . ? C21 C22 H22 119.7 . . ? C17 C22 H22 119.7 . . ? F2 B1 F2 116.7(3) 3_665 2_655 ? F2 B1 F2 116.6(3) 3_665 . ? F2 B1 F2 116.7(3) 2_655 . ? F2 B1 F1 100.7(5) 3_665 . ? F2 B1 F1 100.7(5) 2_655 . ? F2 B1 F1 100.7(5) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 29.99 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 1.285 _refine_diff_density_min -0.598 _refine_diff_density_rms 0.094 # Attachment 'au3cuOMe_last_corr.cif' data_au3omexp _database_code_depnum_ccdc_archive 'CCDC 786916' #TrackingRef 'au3cuOMe_last_corr.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C64 H52 Au3 B Cu F4 O3 P3' _chemical_formula_weight 1703.22 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Au Au -2.0133 8.8022 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Trigonal _symmetry_space_group_name_H-M R3 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' 'x+2/3, y+1/3, z+1/3' '-y+2/3, x-y+1/3, z+1/3' '-x+y+2/3, -x+1/3, z+1/3' 'x+1/3, y+2/3, z+2/3' '-y+1/3, x-y+2/3, z+2/3' '-x+y+1/3, -x+2/3, z+2/3' _cell_length_a 17.1541(8) _cell_length_b 17.1541(8) _cell_length_c 16.7640(8) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 4272.1(3) _cell_formula_units_Z 3 _cell_measurement_temperature 170(2) _cell_measurement_reflns_used 7261 _cell_measurement_theta_min 2.37 _cell_measurement_theta_max 25.84 _exptl_crystal_description prism _exptl_crystal_colour yellow-green _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.2 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.986 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2436 _exptl_absorpt_coefficient_mu 8.215 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4734 _exptl_absorpt_correction_T_max 0.5934 _exptl_absorpt_process_details 'SADABS; Bruker, 2007' _exptl_special_details ; ? ; _diffrn_ambient_temperature 170(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 18951 _diffrn_reflns_av_R_equivalents 0.0306 _diffrn_reflns_av_sigmaI/netI 0.0366 _diffrn_reflns_limit_h_min -24 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.83 _diffrn_reflns_theta_max 30.00 _reflns_number_total 5509 _reflns_number_gt 4536 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0203P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.000(4) _refine_ls_number_reflns 5509 _refine_ls_number_parameters 240 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0319 _refine_ls_R_factor_gt 0.0217 _refine_ls_wR_factor_ref 0.0412 _refine_ls_wR_factor_gt 0.0395 _refine_ls_goodness_of_fit_ref 0.857 _refine_ls_restrained_S_all 0.857 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Au1 Au 1.116606(9) 0.095138(9) 0.620310(6) 0.04469(4) Uani 1 1 d . . . Cu1 Cu 1.0000 0.0000 0.48465(5) 0.0568(2) Uani 1 3 d S . . P1 P 1.11831(6) 0.05835(7) 0.75091(6) 0.0373(2) Uani 1 1 d . . . C1 C 1.0000 0.0000 0.7914(4) 0.0360(13) Uani 1 3 d S . . H1 H 1.0000 0.0000 0.8499 0.043 Uiso 1 3 calc SR . . C2 C 1.1127(3) 0.1302(3) 0.5061(3) 0.0528(10) Uani 1 1 d . . . C3 C 1.1094(3) 0.1518(3) 0.4384(3) 0.0499(10) Uani 1 1 d . . . C4 C 1.1127(3) 0.1848(3) 0.3594(2) 0.0465(9) Uani 1 1 d . . . C5 C 1.1122(3) 0.2638(3) 0.3470(3) 0.0567(11) Uani 1 1 d . . . H5 H 1.1083 0.2950 0.3907 0.068 Uiso 1 1 calc R . . C6 C 1.1174(3) 0.2986(3) 0.2697(3) 0.0620(11) Uani 1 1 d . . . H6 H 1.1161 0.3517 0.2627 0.074 Uiso 1 1 calc R . . C7 C 1.1242(3) 0.2542(3) 0.2059(3) 0.0609(12) Uani 1 1 d . . . C8 C 1.1218(4) 0.1742(3) 0.2172(3) 0.0699(13) Uani 1 1 d . . . H8 H 1.1229 0.1419 0.1731 0.084 Uiso 1 1 calc R . . C9 C 1.1179(3) 0.1404(3) 0.2927(3) 0.0626(11) Uani 1 1 d . . . H9 H 1.1188 0.0869 0.2988 0.075 Uiso 1 1 calc R . . C10 C 1.1341(4) 0.3637(4) 0.1131(4) 0.107(2) Uani 1 1 d . . . H10A H 1.1421 0.3758 0.0568 0.160 Uiso 1 1 calc R . . H10B H 1.1836 0.4113 0.1415 0.160 Uiso 1 1 calc R . . H10C H 1.0789 0.3602 0.1300 0.160 Uiso 1 1 calc R . . C11 C 1.1845(2) 0.1539(2) 0.8156(2) 0.0403(9) Uani 1 1 d . . . C12 C 1.2514(3) 0.2324(3) 0.7812(3) 0.0523(10) Uani 1 1 d . . . H12 H 1.2584 0.2356 0.7260 0.063 Uiso 1 1 calc R . . C13 C 1.3071(3) 0.3050(3) 0.8267(4) 0.0721(14) Uani 1 1 d . . . H13 H 1.3517 0.3573 0.8028 0.087 Uiso 1 1 calc R . . C14 C 1.2969(4) 0.3005(3) 0.9073(4) 0.0810(17) Uani 1 1 d . . . H14 H 1.3354 0.3500 0.9382 0.097 Uiso 1 1 calc R . . C15 C 1.2320(4) 0.2254(3) 0.9433(3) 0.0769(15) Uani 1 1 d . . . H15 H 1.2253 0.2240 0.9984 0.092 Uiso 1 1 calc R . . C16 C 1.1755(3) 0.1506(3) 0.8981(3) 0.0581(11) Uani 1 1 d . . . H16 H 1.1318 0.0984 0.9228 0.070 Uiso 1 1 calc R . . C17 C 1.1637(2) -0.0168(2) 0.7658(2) 0.0430(9) Uani 1 1 d . . . C18 C 1.1835(3) -0.0514(3) 0.6994(3) 0.0561(11) Uani 1 1 d . . . H18 H 1.1722 -0.0372 0.6488 0.067 Uiso 1 1 calc R . . C19 C 1.2199(3) -0.1069(3) 0.7072(4) 0.0704(15) Uani 1 1 d . . . H19 H 1.2339 -0.1294 0.6624 0.084 Uiso 1 1 calc R . . C20 C 1.2353(3) -0.1285(3) 0.7832(5) 0.089(2) Uani 1 1 d . . . H20 H 1.2574 -0.1678 0.7894 0.107 Uiso 1 1 calc R . . C21 C 1.2182(3) -0.0926(3) 0.8484(4) 0.0759(15) Uani 1 1 d . . . H21 H 1.2314 -0.1056 0.8988 0.091 Uiso 1 1 calc R . . C22 C 1.1817(3) -0.0374(3) 0.8415(3) 0.0587(11) Uani 1 1 d . . . H22 H 1.1692 -0.0142 0.8868 0.070 Uiso 1 1 calc R . . O1 O 1.1305(3) 0.2818(3) 0.1290(2) 0.0905(12) Uani 1 1 d . . . B1 B 1.6667 0.3333 0.3831(5) 0.053(2) Uani 1 3 d S . . F1 F 1.7480(4) 0.3520(5) 0.4003(5) 0.221(3) Uani 1 1 d . . . F2 F 1.6667 0.3333 0.3129(8) 0.246(6) Uani 1 3 d S . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Au1 0.04403(9) 0.04660(9) 0.04085(6) 0.00467(7) 0.00537(7) 0.02072(8) Cu1 0.0600(3) 0.0600(3) 0.0502(5) 0.000 0.000 0.03002(17) P1 0.0330(5) 0.0357(5) 0.0417(5) 0.0006(4) 0.0012(4) 0.0161(4) C1 0.0323(18) 0.0323(18) 0.043(3) 0.000 0.000 0.0162(9) C2 0.046(2) 0.051(2) 0.058(3) 0.005(2) 0.0047(19) 0.021(2) C3 0.045(2) 0.045(2) 0.054(3) 0.0041(19) 0.0072(19) 0.0183(19) C4 0.041(2) 0.046(2) 0.042(2) 0.0043(18) 0.0024(17) 0.0149(18) C5 0.058(3) 0.055(3) 0.057(3) -0.001(2) 0.000(2) 0.027(2) C6 0.051(3) 0.050(2) 0.080(3) 0.008(2) -0.004(2) 0.022(2) C7 0.050(3) 0.067(3) 0.047(3) 0.009(2) -0.0017(19) 0.015(2) C8 0.094(4) 0.078(3) 0.040(2) -0.005(2) 0.002(2) 0.044(3) C9 0.065(3) 0.051(2) 0.064(3) 0.000(2) 0.007(2) 0.024(2) C10 0.091(4) 0.086(4) 0.101(5) 0.044(4) -0.016(4) 0.013(3) C11 0.0365(19) 0.038(2) 0.049(2) -0.0024(17) -0.0068(16) 0.0207(17) C12 0.039(2) 0.046(2) 0.067(3) 0.002(2) 0.0001(19) 0.0172(19) C13 0.058(3) 0.043(3) 0.096(4) -0.005(3) -0.010(3) 0.010(2) C14 0.087(4) 0.046(3) 0.096(4) -0.012(3) -0.046(3) 0.024(3) C15 0.106(4) 0.066(3) 0.056(3) -0.013(2) -0.030(3) 0.042(3) C16 0.059(3) 0.050(2) 0.055(3) 0.003(2) -0.009(2) 0.020(2) C17 0.0301(18) 0.040(2) 0.059(2) 0.0033(17) 0.0015(17) 0.0183(16) C18 0.043(2) 0.050(2) 0.072(3) -0.003(2) 0.013(2) 0.0205(19) C19 0.050(3) 0.052(3) 0.114(5) -0.006(3) 0.017(3) 0.029(2) C20 0.048(3) 0.042(3) 0.182(7) 0.015(4) 0.002(4) 0.027(2) C21 0.062(3) 0.068(3) 0.106(4) 0.013(3) -0.011(3) 0.039(3) C22 0.052(2) 0.054(2) 0.073(3) 0.003(2) -0.009(2) 0.029(2) O1 0.088(3) 0.097(3) 0.060(2) 0.0248(19) -0.0032(19) 0.027(2) B1 0.061(3) 0.061(3) 0.037(4) 0.000 0.000 0.0307(17) F1 0.142(5) 0.200(6) 0.324(10) 0.060(6) -0.029(5) 0.088(5) F2 0.276(10) 0.276(10) 0.187(11) 0.000 0.000 0.138(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Au1 C2 2.018(5) . ? Au1 P1 2.2828(10) . ? Au1 Cu1 2.9278(7) . ? Au1 Au1 3.1937(3) 3_765 ? Au1 Au1 3.1938(3) 2_645 ? Cu1 C2 2.130(4) . ? Cu1 C2 2.130(4) 2_645 ? Cu1 C2 2.130(4) 3_765 ? Cu1 C3 2.453(4) 3_765 ? Cu1 C3 2.453(4) . ? Cu1 C3 2.453(4) 2_645 ? Cu1 Au1 2.9278(7) 2_645 ? Cu1 Au1 2.9278(7) 3_765 ? P1 C11 1.814(4) . ? P1 C17 1.826(4) . ? P1 C1 1.884(2) . ? C1 P1 1.884(2) 3_765 ? C1 P1 1.884(2) 2_645 ? C1 H1 0.9800 . ? C2 C3 1.204(6) . ? C3 C4 1.431(6) . ? C4 C5 1.375(6) . ? C4 C9 1.380(6) . ? C5 C6 1.412(6) . ? C5 H5 0.9300 . ? C6 C7 1.350(7) . ? C6 H6 0.9300 . ? C7 O1 1.359(5) . ? C7 C8 1.365(7) . ? C8 C9 1.381(6) . ? C8 H8 0.9300 . ? C9 H9 0.9300 . ? C10 O1 1.402(8) . ? C10 H10A 0.9600 . ? C10 H10B 0.9600 . ? C10 H10C 0.9600 . ? C11 C12 1.386(5) . ? C11 C16 1.389(6) . ? C12 C13 1.362(6) . ? C12 H12 0.9300 . ? C13 C14 1.359(8) . ? C13 H13 0.9300 . ? C14 C15 1.353(8) . ? C14 H14 0.9300 . ? C15 C16 1.384(6) . ? C15 H15 0.9300 . ? C16 H16 0.9300 . ? C17 C18 1.382(5) . ? C17 C22 1.394(6) . ? C18 C19 1.381(7) . ? C18 H18 0.9300 . ? C19 C20 1.387(8) . ? C19 H19 0.9300 . ? C20 C21 1.357(8) . ? C20 H20 0.9300 . ? C21 C22 1.376(6) . ? C21 H21 0.9300 . ? C22 H22 0.9300 . ? B1 F2 1.177(14) . ? B1 F1 1.299(6) . ? B1 F1 1.299(6) 3_875 ? B1 F1 1.299(6) 2_745 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 Au1 P1 177.84(13) . . ? C2 Au1 Cu1 46.69(12) . . ? P1 Au1 Cu1 133.67(3) . . ? C2 Au1 Au1 102.87(12) . 3_765 ? P1 Au1 Au1 77.90(2) . 3_765 ? Cu1 Au1 Au1 56.946(9) . 3_765 ? C2 Au1 Au1 85.27(11) . 2_645 ? P1 Au1 Au1 93.43(2) . 2_645 ? Cu1 Au1 Au1 56.946(9) . 2_645 ? Au1 Au1 Au1 60.0 3_765 2_645 ? C2 Cu1 C2 117.21(7) . 2_645 ? C2 Cu1 C2 117.22(7) . 3_765 ? C2 Cu1 C2 117.21(7) 2_645 3_765 ? C2 Cu1 C3 113.26(16) . 3_765 ? C2 Cu1 C3 129.52(16) 2_645 3_765 ? C2 Cu1 C3 29.38(15) 3_765 3_765 ? C2 Cu1 C3 29.38(15) . . ? C2 Cu1 C3 113.26(16) 2_645 . ? C2 Cu1 C3 129.52(16) 3_765 . ? C3 Cu1 C3 110.49(10) 3_765 . ? C2 Cu1 C3 129.52(16) . 2_645 ? C2 Cu1 C3 29.38(15) 2_645 2_645 ? C2 Cu1 C3 113.26(16) 3_765 2_645 ? C3 Cu1 C3 110.49(10) 3_765 2_645 ? C3 Cu1 C3 110.49(10) . 2_645 ? C2 Cu1 Au1 90.45(12) . 2_645 ? C2 Cu1 Au1 43.58(13) 2_645 2_645 ? C2 Cu1 Au1 108.87(13) 3_765 2_645 ? C3 Cu1 Au1 137.63(11) 3_765 2_645 ? C3 Cu1 Au1 106.92(10) . 2_645 ? C3 Cu1 Au1 72.95(11) 2_645 2_645 ? C2 Cu1 Au1 108.87(13) . 3_765 ? C2 Cu1 Au1 90.46(12) 2_645 3_765 ? C2 Cu1 Au1 43.58(13) 3_765 3_765 ? C3 Cu1 Au1 72.96(11) 3_765 3_765 ? C3 Cu1 Au1 137.63(11) . 3_765 ? C3 Cu1 Au1 106.92(10) 2_645 3_765 ? Au1 Cu1 Au1 66.106(19) 2_645 3_765 ? C2 Cu1 Au1 43.58(13) . . ? C2 Cu1 Au1 108.87(13) 2_645 . ? C2 Cu1 Au1 90.46(12) 3_765 . ? C3 Cu1 Au1 106.92(10) 3_765 . ? C3 Cu1 Au1 72.96(11) . . ? C3 Cu1 Au1 137.63(11) 2_645 . ? Au1 Cu1 Au1 66.107(19) 2_645 . ? Au1 Cu1 Au1 66.106(19) 3_765 . ? C11 P1 C17 105.10(17) . . ? C11 P1 C1 106.60(19) . . ? C17 P1 C1 107.59(13) . . ? C11 P1 Au1 114.37(13) . . ? C17 P1 Au1 113.27(13) . . ? C1 P1 Au1 109.47(17) . . ? P1 C1 P1 107.76(19) 3_765 2_645 ? P1 C1 P1 107.76(19) 3_765 . ? P1 C1 P1 107.76(19) 2_645 . ? P1 C1 H1 111.1 3_765 . ? P1 C1 H1 111.1 2_645 . ? P1 C1 H1 111.1 . . ? C3 C2 Au1 178.8(4) . . ? C3 C2 Cu1 90.3(3) . . ? Au1 C2 Cu1 89.74(17) . . ? C2 C3 C4 174.9(5) . . ? C2 C3 Cu1 60.3(3) . . ? C4 C3 Cu1 124.8(3) . . ? C5 C4 C9 117.2(4) . . ? C5 C4 C3 120.7(4) . . ? C9 C4 C3 122.1(4) . . ? C4 C5 C6 121.6(4) . . ? C4 C5 H5 119.2 . . ? C6 C5 H5 119.2 . . ? C7 C6 C5 119.6(4) . . ? C7 C6 H6 120.2 . . ? C5 C6 H6 120.2 . . ? C6 C7 O1 124.7(5) . . ? C6 C7 C8 119.3(4) . . ? O1 C7 C8 115.9(5) . . ? C7 C8 C9 121.3(4) . . ? C7 C8 H8 119.3 . . ? C9 C8 H8 119.3 . . ? C4 C9 C8 120.9(4) . . ? C4 C9 H9 119.6 . . ? C8 C9 H9 119.6 . . ? O1 C10 H10A 109.5 . . ? O1 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? O1 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C12 C11 C16 118.4(4) . . ? C12 C11 P1 118.0(3) . . ? C16 C11 P1 123.5(3) . . ? C13 C12 C11 121.1(5) . . ? C13 C12 H12 119.4 . . ? C11 C12 H12 119.4 . . ? C14 C13 C12 119.6(5) . . ? C14 C13 H13 120.2 . . ? C12 C13 H13 120.2 . . ? C15 C14 C13 121.2(5) . . ? C15 C14 H14 119.4 . . ? C13 C14 H14 119.4 . . ? C14 C15 C16 120.0(5) . . ? C14 C15 H15 120.0 . . ? C16 C15 H15 120.0 . . ? C15 C16 C11 119.7(4) . . ? C15 C16 H16 120.1 . . ? C11 C16 H16 120.1 . . ? C18 C17 C22 119.4(4) . . ? C18 C17 P1 118.5(3) . . ? C22 C17 P1 122.0(3) . . ? C19 C18 C17 120.8(5) . . ? C19 C18 H18 119.6 . . ? C17 C18 H18 119.6 . . ? C18 C19 C20 118.9(5) . . ? C18 C19 H19 120.6 . . ? C20 C19 H19 120.6 . . ? C21 C20 C19 120.3(5) . . ? C21 C20 H20 119.8 . . ? C19 C20 H20 119.8 . . ? C20 C21 C22 121.4(5) . . ? C20 C21 H21 119.3 . . ? C22 C21 H21 119.3 . . ? C21 C22 C17 119.0(5) . . ? C21 C22 H22 120.5 . . ? C17 C22 H22 120.5 . . ? C7 O1 C10 119.0(5) . . ? F2 B1 F1 102.9(6) . . ? F2 B1 F1 102.9(6) . 3_875 ? F1 B1 F1 115.2(4) . 3_875 ? F2 B1 F1 102.9(6) . 2_745 ? F1 B1 F1 115.2(4) . 2_745 ? F1 B1 F1 115.2(4) 3_875 2_745 ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 30.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.900 _refine_diff_density_min -0.527 _refine_diff_density_rms 0.075 # Attachment 'au3cuCOOMe_last_corr.cif' data_au3cu_cube_0m _database_code_depnum_ccdc_archive 'CCDC 805993' #TrackingRef 'au3cuCOOMe_last_corr.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C67 H52 Au3 B Cu F4 O6 P3' _chemical_formula_weight 1787.25 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Au Au -2.0133 8.8022 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Trigonal _symmetry_space_group_name_H-M R3 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' 'x+2/3, y+1/3, z+1/3' '-y+2/3, x-y+1/3, z+1/3' '-x+y+2/3, -x+1/3, z+1/3' 'x+1/3, y+2/3, z+2/3' '-y+1/3, x-y+2/3, z+2/3' '-x+y+1/3, -x+2/3, z+2/3' _cell_length_a 17.1354(7) _cell_length_b 17.1354(7) _cell_length_c 17.8646(8) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 4542.7(3) _cell_formula_units_Z 3 _cell_measurement_temperature 210(2) _cell_measurement_reflns_used 5097 _cell_measurement_theta_min 2.38 _cell_measurement_theta_max 23.73 _exptl_crystal_description cubic _exptl_crystal_colour yellow _exptl_crystal_size_max 0.1 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.960 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2562 _exptl_absorpt_coefficient_mu 7.735 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4966 _exptl_absorpt_correction_T_max 0.5650 _exptl_absorpt_process_details 'SADABS; Bruker, 2007' _exptl_special_details ; ? ; _diffrn_ambient_temperature 210(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 19554 _diffrn_reflns_av_R_equivalents 0.0405 _diffrn_reflns_av_sigmaI/netI 0.0596 _diffrn_reflns_limit_h_min -24 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 1.78 _diffrn_reflns_theta_max 29.99 _reflns_number_total 5889 _reflns_number_gt 4008 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0196P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.022(5) _refine_ls_number_reflns 5889 _refine_ls_number_parameters 257 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0515 _refine_ls_R_factor_gt 0.0273 _refine_ls_wR_factor_ref 0.0469 _refine_ls_wR_factor_gt 0.0436 _refine_ls_goodness_of_fit_ref 0.791 _refine_ls_restrained_S_all 0.791 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Au1 Au 0.211560(12) 0.577726(12) 0.085900(14) 0.04990(5) Uani 1 1 d . . . Cu1 Cu 0.3333 0.6667 0.21409(6) 0.0629(3) Uani 1 3 d S . . P1 P 0.21496(8) 0.61319(9) -0.03761(7) 0.0420(3) Uani 1 1 d . . . C1 C 0.3333 0.6667 -0.0733(4) 0.0405(18) Uani 1 3 d S . . H1 H 0.3333 0.6667 -0.1281 0.049 Uiso 1 3 calc SR . . C2 C 0.2094(3) 0.5446(4) 0.1939(3) 0.0567(14) Uani 1 1 d . . . C3 C 0.2181(4) 0.5264(4) 0.2583(3) 0.0550(14) Uani 1 1 d . . . C4 C 0.2202(3) 0.4902(3) 0.3296(3) 0.0514(13) Uani 1 1 d . . . C5 C 0.2116(4) 0.5232(4) 0.3960(3) 0.0686(15) Uani 1 1 d . . . H5 H 0.2051 0.5739 0.3973 0.082 Uiso 1 1 calc R . . C6 C 0.2127(4) 0.4805(4) 0.4637(3) 0.0703(17) Uani 1 1 d . . . H6 H 0.2076 0.5036 0.5094 0.084 Uiso 1 1 calc R . . C7 C 0.2211(4) 0.4055(4) 0.4618(3) 0.0620(15) Uani 1 1 d . . . C8 C 0.2322(4) 0.3755(4) 0.3952(4) 0.0782(18) Uani 1 1 d . . . H8 H 0.2402 0.3257 0.3941 0.094 Uiso 1 1 calc R . . C9 C 0.2320(4) 0.4154(4) 0.3295(3) 0.0706(17) Uani 1 1 d . . . H9 H 0.2398 0.3929 0.2845 0.085 Uiso 1 1 calc R . . C10 C 0.1731(3) 0.6922(3) -0.0513(3) 0.0452(11) Uani 1 1 d . . . C11 C 0.1564(3) 0.7283(4) 0.0112(3) 0.0574(14) Uani 1 1 d . . . H11 H 0.1682 0.7138 0.0585 0.069 Uiso 1 1 calc R . . C12 C 0.1221(4) 0.7864(4) 0.0045(4) 0.0667(16) Uani 1 1 d . . . H12 H 0.1102 0.8102 0.0468 0.080 Uiso 1 1 calc R . . C13 C 0.1062(4) 0.8078(4) -0.0652(4) 0.0739(17) Uani 1 1 d . . . H13 H 0.0843 0.8475 -0.0704 0.089 Uiso 1 1 calc R . . C14 C 0.1219(4) 0.7721(4) -0.1268(4) 0.0701(17) Uani 1 1 d . . . H14 H 0.1101 0.7872 -0.1738 0.084 Uiso 1 1 calc R . . C15 C 0.1550(3) 0.7133(4) -0.1215(3) 0.0545(13) Uani 1 1 d . . . H15 H 0.1650 0.6887 -0.1643 0.065 Uiso 1 1 calc R . . C16 C 0.1483(3) 0.5202(3) -0.0990(3) 0.0450(12) Uani 1 1 d . . . C17 C 0.0815(3) 0.4406(4) -0.0677(3) 0.0625(14) Uani 1 1 d . . . H17 H 0.0747 0.4357 -0.0160 0.075 Uiso 1 1 calc R . . C18 C 0.0248(4) 0.3685(4) -0.1125(5) 0.088(2) Uani 1 1 d . . . H18 H -0.0208 0.3160 -0.0910 0.105 Uiso 1 1 calc R . . C19 C 0.0358(5) 0.3743(5) -0.1876(5) 0.091(2) Uani 1 1 d . . . H19 H -0.0014 0.3250 -0.2174 0.109 Uiso 1 1 calc R . . C20 C 0.1025(5) 0.4535(4) -0.2208(4) 0.083(2) Uani 1 1 d . . . H20 H 0.1088 0.4575 -0.2726 0.100 Uiso 1 1 calc R . . C21 C 0.1583(4) 0.5247(4) -0.1771(3) 0.0574(14) Uani 1 1 d . . . H21 H 0.2035 0.5770 -0.1992 0.069 Uiso 1 1 calc R . . C22 C 0.2184(4) 0.3548(5) 0.5319(4) 0.0735(18) Uani 1 1 d . . . C23 C 0.1959(6) 0.3377(6) 0.6590(4) 0.124(3) Uani 1 1 d . . . H23A H 0.1923 0.2816 0.6460 0.186 Uiso 1 1 calc R . . H23B H 0.1441 0.3261 0.6879 0.186 Uiso 1 1 calc R . . H23C H 0.2495 0.3736 0.6878 0.186 Uiso 1 1 calc R . . O2 O 0.1989(3) 0.3855(4) 0.5914(2) 0.1000(16) Uani 1 1 d . . . O1 O 0.2352(4) 0.2947(4) 0.5307(3) 0.1044(16) Uani 1 1 d . . . B1 B 0.3333 0.6667 -0.3384(13) 0.29(2) Uani 1 3 d S . 1 F1A F 0.3333 0.6667 -0.2754(9) 0.118(5) Uiso 0.17 1 d P A 1 F2A F 0.3713(9) 0.7525(10) -0.3737(7) 0.183(5) Uiso 0.50 1 d P B 1 F1B F 0.3333 0.6667 -0.409(2) 0.244(12) Uiso 0.17 1 d P C 2 F2B F 0.4161(10) 0.7411(9) -0.3077(9) 0.194(5) Uiso 0.50 1 d P D 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Au1 0.04975(13) 0.05478(13) 0.04177(8) 0.00607(10) 0.00520(10) 0.02360(12) Cu1 0.0681(5) 0.0681(5) 0.0523(6) 0.000 0.000 0.0341(2) P1 0.0410(7) 0.0445(7) 0.0400(7) 0.0007(6) 0.0001(5) 0.0210(6) C1 0.043(3) 0.043(3) 0.035(4) 0.000 0.000 0.0217(14) C2 0.042(3) 0.056(4) 0.066(4) -0.001(3) 0.004(3) 0.020(3) C3 0.046(3) 0.058(3) 0.052(3) 0.002(3) 0.002(3) 0.019(3) C4 0.048(3) 0.050(3) 0.048(3) 0.007(2) 0.000(2) 0.018(3) C5 0.080(4) 0.070(4) 0.054(3) 0.005(3) 0.008(3) 0.036(3) C6 0.072(4) 0.105(5) 0.042(3) -0.008(3) -0.001(3) 0.051(4) C7 0.046(3) 0.065(4) 0.066(4) 0.019(3) 0.002(3) 0.020(3) C8 0.094(5) 0.067(4) 0.071(4) 0.000(3) -0.005(4) 0.039(4) C9 0.083(4) 0.070(4) 0.055(4) -0.001(3) -0.012(3) 0.036(4) C10 0.032(3) 0.047(3) 0.057(3) 0.002(2) 0.003(2) 0.020(2) C11 0.048(3) 0.051(3) 0.067(4) -0.006(3) 0.007(3) 0.020(3) C12 0.062(4) 0.053(3) 0.090(5) -0.006(3) 0.016(3) 0.032(3) C13 0.069(4) 0.067(4) 0.102(5) 0.005(4) 0.010(4) 0.046(3) C14 0.057(4) 0.077(4) 0.087(5) 0.023(4) 0.011(3) 0.041(3) C15 0.049(3) 0.057(3) 0.061(3) 0.000(3) 0.000(3) 0.030(3) C16 0.039(3) 0.038(3) 0.058(3) -0.003(2) -0.008(2) 0.019(2) C17 0.050(3) 0.069(4) 0.069(4) -0.003(3) -0.004(3) 0.031(3) C18 0.056(4) 0.048(4) 0.141(7) -0.018(4) -0.024(4) 0.013(3) C19 0.100(6) 0.068(5) 0.116(6) -0.046(5) -0.065(5) 0.050(5) C20 0.118(6) 0.070(4) 0.076(4) -0.027(4) -0.046(4) 0.057(4) C21 0.069(4) 0.053(3) 0.058(3) -0.003(3) -0.015(3) 0.037(3) C22 0.050(4) 0.067(4) 0.090(5) 0.017(4) 0.000(3) 0.019(3) C23 0.119(7) 0.191(10) 0.077(5) 0.054(6) 0.018(5) 0.089(7) O2 0.096(3) 0.159(5) 0.054(3) 0.027(3) 0.012(3) 0.070(4) O1 0.122(4) 0.098(4) 0.105(4) 0.025(3) -0.005(3) 0.063(3) B1 0.41(4) 0.41(4) 0.048(13) 0.000 0.000 0.203(19) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Au1 C2 2.007(6) . ? Au1 P1 2.2816(13) . ? Au1 Cu1 2.9565(9) . ? Au1 Au1 3.2388(3) 3_565 ? Au1 Au1 3.2389(3) 2_665 ? Cu1 C2 2.138(5) 3_565 ? Cu1 C2 2.138(5) . ? Cu1 C2 2.138(5) 2_665 ? Cu1 C3 2.357(5) 3_565 ? Cu1 C3 2.357(5) . ? Cu1 C3 2.357(5) 2_665 ? Cu1 Au1 2.9564(9) 3_565 ? Cu1 Au1 2.9565(9) 2_665 ? P1 C16 1.797(5) . ? P1 C10 1.838(5) . ? P1 C1 1.871(3) . ? C1 P1 1.871(3) 3_565 ? C1 P1 1.871(3) 2_665 ? C1 H1 0.9800 . ? C2 C3 1.220(7) . ? C3 C4 1.425(7) . ? C4 C5 1.354(7) . ? C4 C9 1.394(8) . ? C5 C6 1.418(7) . ? C5 H5 0.9300 . ? C6 C7 1.364(8) . ? C6 H6 0.9300 . ? C7 C8 1.347(8) . ? C7 C22 1.511(8) . ? C8 C9 1.360(8) . ? C8 H8 0.9300 . ? C9 H9 0.9300 . ? C10 C11 1.375(6) . ? C10 C15 1.382(7) . ? C11 C12 1.392(7) . ? C11 H11 0.9300 . ? C12 C13 1.364(8) . ? C12 H12 0.9300 . ? C13 C14 1.349(8) . ? C13 H13 0.9300 . ? C14 C15 1.384(7) . ? C14 H14 0.9300 . ? C15 H15 0.9300 . ? C16 C17 1.387(7) . ? C16 C21 1.402(7) . ? C17 C18 1.382(8) . ? C17 H17 0.9300 . ? C18 C19 1.351(10) . ? C18 H18 0.9300 . ? C19 C20 1.396(10) . ? C19 H19 0.9300 . ? C20 C21 1.358(8) . ? C20 H20 0.9300 . ? C21 H21 0.9300 . ? C22 O1 1.201(7) . ? C22 O2 1.302(8) . ? C23 O2 1.446(8) . ? C23 H23A 0.9600 . ? C23 H23B 0.9600 . ? C23 H23C 0.9600 . ? B1 F1A 1.13(2) . ? B1 F2A 1.424(15) 2_665 ? B1 F2A 1.424(15) . ? B1 F2A 1.424(16) 3_565 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 Au1 P1 178.74(18) . . ? C2 Au1 Cu1 46.31(15) . . ? P1 Au1 Cu1 133.97(4) . . ? C2 Au1 Au1 101.80(16) . 3_565 ? P1 Au1 Au1 78.77(3) . 3_565 ? Cu1 Au1 Au1 56.787(11) . 3_565 ? C2 Au1 Au1 86.77(15) . 2_665 ? P1 Au1 Au1 92.56(3) . 2_665 ? Cu1 Au1 Au1 56.788(11) . 2_665 ? Au1 Au1 Au1 60.0 3_565 2_665 ? C2 Cu1 C2 117.22(9) 3_565 . ? C2 Cu1 C2 117.22(9) 3_565 2_665 ? C2 Cu1 C2 117.22(9) . 2_665 ? C2 Cu1 C3 31.01(19) 3_565 3_565 ? C2 Cu1 C3 111.6(2) . 3_565 ? C2 Cu1 C3 131.1(2) 2_665 3_565 ? C2 Cu1 C3 131.1(2) 3_565 . ? C2 Cu1 C3 31.01(19) . . ? C2 Cu1 C3 111.6(2) 2_665 . ? C3 Cu1 C3 109.36(14) 3_565 . ? C2 Cu1 C3 111.6(2) 3_565 2_665 ? C2 Cu1 C3 131.1(2) . 2_665 ? C2 Cu1 C3 31.00(19) 2_665 2_665 ? C3 Cu1 C3 109.36(14) 3_565 2_665 ? C3 Cu1 C3 109.36(14) . 2_665 ? C2 Cu1 Au1 42.75(17) 3_565 3_565 ? C2 Cu1 Au1 107.79(17) . 3_565 ? C2 Cu1 Au1 92.14(15) 2_665 3_565 ? C3 Cu1 Au1 73.64(14) 3_565 3_565 ? C3 Cu1 Au1 138.26(14) . 3_565 ? C3 Cu1 Au1 108.32(14) 2_665 3_565 ? C2 Cu1 Au1 92.15(15) 3_565 . ? C2 Cu1 Au1 42.74(17) . . ? C2 Cu1 Au1 107.79(17) 2_665 . ? C3 Cu1 Au1 108.32(14) 3_565 . ? C3 Cu1 Au1 73.64(14) . . ? C3 Cu1 Au1 138.26(14) 2_665 . ? Au1 Cu1 Au1 66.43(2) 3_565 . ? C2 Cu1 Au1 107.79(17) 3_565 2_665 ? C2 Cu1 Au1 92.15(15) . 2_665 ? C2 Cu1 Au1 42.74(17) 2_665 2_665 ? C3 Cu1 Au1 138.26(14) 3_565 2_665 ? C3 Cu1 Au1 108.32(14) . 2_665 ? C3 Cu1 Au1 73.64(14) 2_665 2_665 ? Au1 Cu1 Au1 66.43(2) 3_565 2_665 ? Au1 Cu1 Au1 66.43(2) . 2_665 ? C16 P1 C10 105.2(2) . . ? C16 P1 C1 106.2(2) . . ? C10 P1 C1 108.72(17) . . ? C16 P1 Au1 115.73(17) . . ? C10 P1 Au1 110.96(16) . . ? C1 P1 Au1 109.7(2) . . ? P1 C1 P1 109.0(2) . 3_565 ? P1 C1 P1 109.0(2) . 2_665 ? P1 C1 P1 109.0(2) 3_565 2_665 ? P1 C1 H1 109.9 . . ? P1 C1 H1 109.9 3_565 . ? P1 C1 H1 109.9 2_665 . ? C3 C2 Au1 172.6(5) . . ? C3 C2 Cu1 84.4(4) . . ? Au1 C2 Cu1 90.9(2) . . ? C2 C3 C4 170.7(6) . . ? C2 C3 Cu1 64.6(3) . . ? C4 C3 Cu1 123.5(4) . . ? C5 C4 C9 118.8(5) . . ? C5 C4 C3 124.8(5) . . ? C9 C4 C3 116.4(5) . . ? C4 C5 C6 120.0(6) . . ? C4 C5 H5 120.0 . . ? C6 C5 H5 120.0 . . ? C7 C6 C5 120.0(5) . . ? C7 C6 H6 120.0 . . ? C5 C6 H6 120.0 . . ? C8 C7 C6 119.0(5) . . ? C8 C7 C22 118.8(6) . . ? C6 C7 C22 122.2(6) . . ? C7 C8 C9 122.3(6) . . ? C7 C8 H8 118.9 . . ? C9 C8 H8 118.9 . . ? C8 C9 C4 120.0(6) . . ? C8 C9 H9 120.0 . . ? C4 C9 H9 120.0 . . ? C11 C10 C15 119.7(5) . . ? C11 C10 P1 117.9(4) . . ? C15 C10 P1 122.4(4) . . ? C10 C11 C12 120.6(5) . . ? C10 C11 H11 119.7 . . ? C12 C11 H11 119.7 . . ? C13 C12 C11 118.9(6) . . ? C13 C12 H12 120.5 . . ? C11 C12 H12 120.5 . . ? C14 C13 C12 120.7(5) . . ? C14 C13 H13 119.7 . . ? C12 C13 H13 119.7 . . ? C13 C14 C15 121.4(6) . . ? C13 C14 H14 119.3 . . ? C15 C14 H14 119.3 . . ? C10 C15 C14 118.7(5) . . ? C10 C15 H15 120.7 . . ? C14 C15 H15 120.7 . . ? C17 C16 C21 118.2(5) . . ? C17 C16 P1 118.2(4) . . ? C21 C16 P1 123.6(4) . . ? C18 C17 C16 120.8(6) . . ? C18 C17 H17 119.6 . . ? C16 C17 H17 119.6 . . ? C19 C18 C17 119.9(7) . . ? C19 C18 H18 120.0 . . ? C17 C18 H18 120.0 . . ? C18 C19 C20 120.6(6) . . ? C18 C19 H19 119.7 . . ? C20 C19 H19 119.7 . . ? C21 C20 C19 119.7(6) . . ? C21 C20 H20 120.2 . . ? C19 C20 H20 120.2 . . ? C20 C21 C16 120.7(6) . . ? C20 C21 H21 119.6 . . ? C16 C21 H21 119.6 . . ? O1 C22 O2 125.5(7) . . ? O1 C22 C7 121.8(7) . . ? O2 C22 C7 112.6(6) . . ? O2 C23 H23A 109.5 . . ? O2 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? O2 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C22 O2 C23 113.3(6) . . ? F1A B1 F2A 116.2(11) . 2_665 ? F1A B1 F2A 116.2(11) . . ? F2A B1 F2A 101.9(13) 2_665 . ? F1A B1 F2A 116.2(11) . 3_565 ? F2A B1 F2A 101.9(13) 2_665 3_565 ? F2A B1 F2A 101.9(13) . 3_565 ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 29.99 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 1.075 _refine_diff_density_min -0.607 _refine_diff_density_rms 0.080